Luxury Long Stay Rentals in Pickering

We selected the 776 homes worth renting in this location

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Home spotlights in Pickering

Potter Hill Haven

Potter Hill Haven

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Located on Potter Hill with its roll-top bath, high-quality custom kitchen with AGA, and bespoke dining area, Beckside is the perfect property for a relaxing family holiday or a vacation with friends. Nestled in the historic market town of Pickering, by a bubbling beck in a quiet area, this characterful townhouse built circa 1885 boasts three bedrooms, a family bathroom, and a private south-facing courtyard.

Northern Orchid

Northern Orchid

  • 4 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

This is a home steeped in history. Built in the early 1800s, it was a bank for over 100 years, before becoming an art gallery in the 2010s.

The Woodlark

The Woodlark

  • 6 guests

  • 3 bedrooms

Sutton-on-the-Forest, York

Nestled in Sutton-on-the-Forest, just 8 miles north of York, this charming 18th-century cottage welcomes you in with open arms. Perfect for families, the generous country kitchen will quickly become the place where everyone gathers, spilling out into the walled garden for alfresco dining in summer months.

Willow in Bloom

Willow in Bloom

  • 16 guests

  • 8 bedrooms

Rosedale East Side, North Yorkshire

Perched above the tiny village of Rosedale Abbey, this former vicarage has beautiful views of the rolling Yorkshire countryside. There’s a local shop, tea room, pub and café within walking distance, but it’s all about rambles into the countryside here.


We selected the top 3% holiday homes in Pickering Long Stay Rentals

Explore the 776 most perfect homes in our collection

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Most popular homes in Pickering

A Day At The Beach

A Day At The Beach

  • 8 guests

  • 4 bedrooms

Whitby, North Yorkshire

Osmund's Firewood

Osmund's Firewood

  • 8 guests

  • 4 bedrooms

Osmotherley, Northallerton

Cobbles of the Church Yard

Cobbles of the Church Yard

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

The Seashell

The Seashell

  • 6 guests

  • 3 bedrooms

Whitby, North Yorkshire

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

The Salt Collector

The Salt Collector

  • 2 guests

  • 1 bedrooms

West Cliff, Whitby

Charming Norton Hideaway

Charming Norton Hideaway

  • 4 guests

  • 2 bedrooms

Norton, Stockton-on-Tees

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Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Pickering, North Yorkshire, England, United Kingdom. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Pickering, North Yorkshire, England, United Kingdom collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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